114301-25-6
Chemical Structure
Rhizocticin A
- CAS No.: 114301-25-6
- Formula:C11H22N5O6P
- Molecular Weight:351.30
IUPAC Name: (S,Z)-2-((S)-2-amino-5-guanidinopentanamido)-5-phosphonopent-3-enoic acid
InChIKey: BLNRPHBKOMCMBX-ABXVWLFBSA-N
SMILES: O=C(O)[C@H](/C=C\CP(O)(O)=O)NC([C@H](CCCNC(N)=N)N)=O
Biological Activity:
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Rhizocticin A | Rhizocticin A is a natural antifungal phosphonate oligopeptide produced by Bacillus subtilis ATCC 6633 that targets threonine synthase (TS). Rhizocticin A enters sensitive fungal cells via oligopeptide transport systems and releases its active (S,Z)-APPA moiety through hydrolysis by intracellular peptidases. Rhizocticin A exhibits antifungal activity against yeasts and filamentous fungi, with a MIC of 0.35 μg/mL against Saccharomyces cerevisiae, Saccharomycopsis lipolytica and Schizosaccharomyces pombe. Rhizocticin A can be used in studies related to fungal infections, oligopeptide transport and threonine biosynthesis. |
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References
- [1]. Gahungu M, et al. Synthesis and biological evaluation of potential threonine synthase inhibitors: Rhizocticin A and Plumbemycin A. Bioorganic & medicinal chemistry. 2013 Sep 01;21(17):4958-67.
- [2]. Kugler M, et al. Rhizocticin A, an antifungal phosphono-oligopeptide of Bacillus subtilis ATCC 6633: biological properties. Archives of microbiology. 1990;153(3):276-81. [Content Brief]
